Rj. Robbins et De. Falvey, PHOTOGENERATED NITRENIUM IONS - SINGLET AND TRIPLET-STATE REACTIONS OF TERT-BUTYL-(2-ACETYL-4-METHYL)PHENYL NITRENIUM ION, Tetrahedron letters, 35(28), 1994, pp. 4943-4946
Photolysis of an anthranilium salt, 5-methyl-3-N-tert-butyl-2,1-benzis
oxazolium tetrafluoroborate (1a) gives the title nitrenium ion 2a. Und
er direct photolysis of 1a, in the presence of nucleophiles (i.e. ROH)
, quinone imine ethers such as (6) are the major product. Triplet sens
itized irradiation gives both 6 and the parent amine 5.